1,3,5-tris{[4-cyano-bis-(2,5,8-trioxanonyl)phenyl]ethynyl}benzene | 300539-73-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1,3,5-tris{[4-cyano-bis-(2,5,8-trioxanonyl)phenyl]ethynyl}benzene
• 英文别名: 1,3,5-tris([4-cyano-3,5-bis(2,5,8-trioxanonyl)phenyl]-ethynyl)benzene；4-[2-[3,5-Bis[2-[4-cyano-3,5-bis[2-(2-methoxyethoxy)ethoxymethyl]phenyl]ethynyl]phenyl]ethynyl]-2,6-bis[2-(2-methoxyethoxy)ethoxymethyl]benzonitrile；4-[2-[3,5-bis[2-[4-cyano-3,5-bis[2-(2-methoxyethoxy)ethoxymethyl]phenyl]ethynyl]phenyl]ethynyl]-2,6-bis[2-(2-methoxyethoxy)ethoxymethyl]benzonitrile
• CAS: 300539-73-5
• 化学式: C₆₉H₈₇N₃O₁₈
• 分子量: 1246.46
• InChiKey: TYQHRERASCRSEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  90
• 可旋转键数：
  54
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  238
• 氢给体数：
  0
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  silver trifluoromethanesulfonate 、 1,3,5-tris{[4-cyano-bis-(2,5,8-trioxanonyl)phenyl]ethynyl}benzene 以 氘代苯 、 间二甲苯 为溶剂， 生成
  参考文献：
  名称：

  Hydrophilic-to-Hydrophobic Volume Ratios as Structural Determinant in Small-Length Scale Amphiphilic Crystalline Systems:  Silver Salts of Phenylacetylene Nitriles with Pendant Oligo(ethylene Oxide) Chains

  摘要：

  A series of 13 silver salts of phenylacetylene nitriles with pendant oligo(ethylene oxide) side chains have been crystallized, and their structures have been determined by single-crystal X-ray methods. All the organic molecules are amphiphilic in that they contain either a hydrophobic rigid linear or 3-fold planar phenylacetylene backbone to which are attached four to six rather plastic hydrophilic oligo(ethylene oxide) side chains. Six of the crystal structures have one-dimensional coordination networks based on Ag-N and Ag-O bonding, while the remainder are two-dimensional. Considering the hydrophilic and hydrophobic portions of these crystals as separate components of the crystal structure, five of the crystal structures contain parallel columns of hydrophobic moieties within a matrix of hydrophilic groups, four contain layers of hydrophilic and hydrophobic portions stacked one on top of the other, two have perforated lamellar structures and two are bicontinuous. Volume ratios of hydrophilic to hydrophobic portions prove a strong determinant as to which crystal topology is adopted for a given crystal composition. Such volume ratios can be calculated from knowledge of the molecular structure alone. A comparison is made to similar columnar and lamellar structures found in block copolymers and liquid crystalline systems. Finally, a similar breakdown of crystal topology as a function of volume ratios is found for aromatic-oligo(ethylene oxide) molecules in the Cambridge Structural Database.

  DOI：

  10.1021/ja0006651
• 作为产物：
  描述：

  二乙二醇单甲醚 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 sodium hydride 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 12.25h， 生成 1,3,5-tris{[4-cyano-bis-(2,5,8-trioxanonyl)phenyl]ethynyl}benzene
  参考文献：
  名称：

  Hydrophilic-to-Hydrophobic Volume Ratios as Structural Determinant in Small-Length Scale Amphiphilic Crystalline Systems:  Silver Salts of Phenylacetylene Nitriles with Pendant Oligo(ethylene Oxide) Chains

  摘要：

  A series of 13 silver salts of phenylacetylene nitriles with pendant oligo(ethylene oxide) side chains have been crystallized, and their structures have been determined by single-crystal X-ray methods. All the organic molecules are amphiphilic in that they contain either a hydrophobic rigid linear or 3-fold planar phenylacetylene backbone to which are attached four to six rather plastic hydrophilic oligo(ethylene oxide) side chains. Six of the crystal structures have one-dimensional coordination networks based on Ag-N and Ag-O bonding, while the remainder are two-dimensional. Considering the hydrophilic and hydrophobic portions of these crystals as separate components of the crystal structure, five of the crystal structures contain parallel columns of hydrophobic moieties within a matrix of hydrophilic groups, four contain layers of hydrophilic and hydrophobic portions stacked one on top of the other, two have perforated lamellar structures and two are bicontinuous. Volume ratios of hydrophilic to hydrophobic portions prove a strong determinant as to which crystal topology is adopted for a given crystal composition. Such volume ratios can be calculated from knowledge of the molecular structure alone. A comparison is made to similar columnar and lamellar structures found in block copolymers and liquid crystalline systems. Finally, a similar breakdown of crystal topology as a function of volume ratios is found for aromatic-oligo(ethylene oxide) molecules in the Cambridge Structural Database.

  DOI：

  10.1021/ja0006651

文献信息

• Hydrophilic-to-Hydrophobic Volume Ratios as Structural Determinant in Small-Length Scale Amphiphilic Crystalline Systems:  Silver Salts of Phenylacetylene Nitriles with Pendant Oligo(ethylene Oxide) Chains
  作者：Zhengtao Xu、Y.-H. Kiang、Stephen Lee、Emil B. Lobkovsky、Nathan Emmott

  DOI：10.1021/ja0006651

  日期：2000.9.1

  A series of 13 silver salts of phenylacetylene nitriles with pendant oligo(ethylene oxide) side chains have been crystallized, and their structures have been determined by single-crystal X-ray methods. All the organic molecules are amphiphilic in that they contain either a hydrophobic rigid linear or 3-fold planar phenylacetylene backbone to which are attached four to six rather plastic hydrophilic oligo(ethylene oxide) side chains. Six of the crystal structures have one-dimensional coordination networks based on Ag-N and Ag-O bonding, while the remainder are two-dimensional. Considering the hydrophilic and hydrophobic portions of these crystals as separate components of the crystal structure, five of the crystal structures contain parallel columns of hydrophobic moieties within a matrix of hydrophilic groups, four contain layers of hydrophilic and hydrophobic portions stacked one on top of the other, two have perforated lamellar structures and two are bicontinuous. Volume ratios of hydrophilic to hydrophobic portions prove a strong determinant as to which crystal topology is adopted for a given crystal composition. Such volume ratios can be calculated from knowledge of the molecular structure alone. A comparison is made to similar columnar and lamellar structures found in block copolymers and liquid crystalline systems. Finally, a similar breakdown of crystal topology as a function of volume ratios is found for aromatic-oligo(ethylene oxide) molecules in the Cambridge Structural Database.